Stilt houses are extremely adaptable to terrain and climate. However, current indoor thermal environment research in transitional seasons is not prominent. Therefore, in this research, a typical stilt house in southwest China was chosen as the research object and analyzed by combining Climate Consultant climate analysis software and field measurement data. The results showed that the indoor thermal stability of a stilt house was excellent during the transition season, and the attic had the most obvious climate regulation, with the maximum temperature difference between indoors and outdoors being 9 °C when the outdoor temperature was the highest. The difference between the mean radiant temperature and the average air temperature was only 0.04 °C, and the radiant effect of the enclosure on the interior was small. The indoor relative humidity ranged from 63.2% to 85.1%, showing high relative humidity, but the fluctuation was relatively stable. Stilt floors did not play a significant role in climate regulation during the transition season, and the semi-open space structure was more prone to moisture accumulation when the outdoor humidity was high. Regarding practical application, the climate adaptation strategies of shading, cooling, and dehumidification were applied in the transition season, but dehumidification was ineffective.